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Merck

SML1218

Sigma-Aldrich

Pheophorbide-a

≥90% (HPLC)

別名:

pheophorbide a, (3S,4S,21R)-9-Ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid, Deacetyl-2-vinylbacteriopheophorbide, Pheophorbide a5

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About This Item

実験式(ヒル表記法):
C35H36N4O5
CAS番号:
分子量:
592.68
MDL番号:
UNSPSCコード:
12161501
PubChem Substance ID:

アッセイ

≥90% (HPLC)

フォーム

powder

保管条件

protect from light

blue, to dark brown to black

溶解性

DMSO: 0.5 mg/mL, clear (warmed)

保管温度

−20°C

SMILES記法

O=C([C@@H]1C(OC)=O)C(C(N/2)=C1C([C@@H](CCC(O)=O)[C@@H]/3C)=NC3=C/4)=C(C)C2=C\C5=N/C(C(C)=C5CC)=C\C6=C(C=C)C(C)=C4N6

InChI

1S/C35H36N4O5/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/h8,12-14,17,21,31,36,39H,1,9-11H2,2-7H3,(H,40,41)/b22-12-,23-13-,24-12-,25-14-,26-13-,27-14-,32-30-/t17-,21-,31+/m0/s1

InChI Key

NSFSLUUZQIAOOX-QEWKCGBTSA-N

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アプリケーション

Pheophorbide-a has been used as a photosensitizer:
  • for the photodynamic therapy (PDT) in oral cancer cell lines
  • to test its effect on inducing oxidative stress and death in L. amazonensis
  • to test its effect on the viability of HeLa cells

生物化学的/生理学的作用

Pheophorbide-a, due to its photosensitizing effect, may serve as a promising bioactive compound to treat leishmaniasis. It is a metabolite of chlorophyll and possesses immunostimulation functionality. Pheophorbide-a is a photosensitizer for the photodynamic therapy. It is an ATP Binding Cassette Subfamily G Member 2 (ABCG2) transporter specific substrate. Overexpression of ATP-binding cassette (ABC) transporters in cancer cells is associated with the multidrug resistance phenotype.

その他情報

light sensitive

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

SML1218-VAR:
SML1218-10MG:
SML1218-50MG:
SML1218-BULK:


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試験成績書(COA)

Lot/Batch Number

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以前この製品を購入いただいたことがある場合

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文書ライブラリにアクセスする

Dan Dan Xu et al.
Photodiagnosis and photodynamic therapy, 10(3), 278-287 (2013-09-03)
The introduction of photodynamic therapy (PDT) to the treatment of advanced prostate cancer can accomplish the eradication of local neoplasm and distant metastases with minimized damage to the adjacent structures. The evidence of PDT efficacy for androgen-refractory prostate cancer will
Rubén Ruiz-González et al.
Cancers, 9(2) (2017-02-22)
A combination of therapies to treat cancer malignancies is at the forefront of research with the aim to reduce drug doses (ultimately side effects) and diminish the possibility of resistance emergence given the multitarget strategy. With this goal in mind
Charles A Barnes et al.
Journal of agricultural and food chemistry, 60(42), 10456-10460 (2012-09-26)
Efflux pumps are vital bacterial components, and research has demonstrated that some plant compounds such as pheophorbide a (php) possess efflux pump inhibitor (EPI) activity. This study determined the quantity of php present in feces as an indicator of EPI
Hyo-Eun Yoon et al.
Oncology reports, 31(1), 137-144 (2013-11-21)
Pheophorbide a (Pa), a chlorophyll derivative, is a photosensitizer that can induce significant antitumor effects in several types of tumor cells. The present study investigated the mechanism of Pa-mediated photodynamic therapy (Pa-PDT) in the human skin cancer cell lines A431
Sook Moon et al.
Oncotarget, 8(21), 35184-35192 (2017-05-01)
MicroRNAs (miRNAs) regulate key biological processes, and their aberrant expression has been related to cancer development. Photodynamic therapy (PDT) has emerged as one of the most promising modalities for cancer treatment. However, the application of PDT has been limited to

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